반응 #446778

반응 방정식

potassium carbonate

2-fluoroethylamine hydrochloride

Pivaloyl chloride

compound 655

(3-benzyl-5,6-diethylpyrazine-2-yl oxy) acetate

→

N-(2-chloroethyl)-(3-benzyl-5,6-diethylpyrazine-2-yl oxy) acetamide

수율 88.8%

용매

triethylamine

Chloroform

triethylamine

tetrahydrofuran

반응 조건

후처리

1. 1
   온도with cooling at 0° to -5° C.
2. 2
   workup.STIRRINGthe mixture was stirred for 1 hour with ice cooling and 4 hours at room temperature
3. 3
   추출the mixture was extracted three times with chloroform
4. 4
   건조The extract was dried with anhydrous magnesium sulfate
5. 5
   농축concentrated in vacuo
6. 6
   workup.ADDITIONThe residue was charged on a column of silica gel (C-200, 175 g)
7. 7
   세척eluted successively with benzene and benzene-ethyl acetate (5:1)
8. 8
   기타to obtain the product

실험 절차

Pivaloyl chloride (3.66 g, 30 mM) was added dropwise at -5° C. to compound 655 (8.62 g, 28.7 mM) and triethylamine (4.2 ml, 30 mM) dissolved in tetrahydrofuran (50 ml), then the mixture was stirred for 30 minutes. Chloroform (30 ml) in solution with 2-fluoroethylamine hydrochloride (3.48 g) and triethylamine (4.2 ml) was added dropwise thereto with cooling at 0° to -5° C. then the mixture was stirred for 1 hour with ice cooling and 4 hours at room temperature. Dilute aqueous potassium carbonate was added to the reaction mixture and the mixture was extracted three times with chloroform. The extract was dried with anhydrous magnesium sulfate, and concentrated in vacuo. The residue was charged on a column of silica gel (C-200, 175 g) and eluted successively with benzene and benzene-ethyl acetate (5:1) to obtain the product. (9.21 g, yield: 88.8%)

출처